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ALD00456

Sigma-Aldrich

Sodium N-benzyloxycarbonyl-4-piperidinesulfinate

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Empirical Formula (Hill Notation):
C13H16NNaO4S
Molecular Weight:
305.33
UNSPSC Code:
12352005
PubChem Substance ID:
329772685
NACRES:
NA.22

form

powder

reaction suitability

reaction type: C-C Bond Formation
reaction type: C-H Activation
reagent type: catalyst

SMILES string

O=S(O[Na])C1CCN(C(OCC2=CC=CC=C2)=O)CC1

InChI

1S/C13H17NO4S.Na/c15-13(18-10-11-4-2-1-3-5-11)14-8-6-12(7-9-14)19(16)17;/h1-5,12H,6-10H2,(H,16,17);/q;+1/p-1

InChI key

LCXWFQBBQAGBHZ-UHFFFAOYSA-M

General description

Sodium N-benzyloxycarbonyl-4-piperidinesulfinate is a sulfinate reagent bearing an N-substituted piperidine moiety.

Application

The following Baran Sulfinate is a part of a toolbox of diversification reagents, which are ideal for the late-stage functionalization of nitrogen-containing heterocycles. The regioselectivity can be effectively tuned by modification of the pH and solvent selection.

Other Notes

Radical-Based Regioselective C–H Functionalization of Electron-Deficient Heteroarenes: Scope, Tunability, and Predictability

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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